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Dorchester Cottage Holidays

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Your Dorchester, Dorset search returned 535 cottages

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Stockford

Wareham, Dorset
  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

A fantastic, semi-detached house resting in Stokeford near Wool, Dorset. Off-road parking. Open-plan. Woodburning stove. East Wareham 3.7 miles; Lulworth 6.3 miles; Weymouth 15.4 miles. (Ref. 1079598)

7 nights from £670

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Old Coastguard Apartment 3

Weymouth, Dorset
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A delightful harbourside apartment in Weymouth, sleeps 6, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994465)

7 nights from £663

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2 Bay Hollow

Hamworthy, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

An idyllic, detached lodge sitting in Hamworthy, Dorset. Sea views. On-site facilities. Near the beach and coast. Poole 2.7 miles; Sanbanks 7.3 miles; Bournemouth 8.5 miles. (Ref. 1084538)

7 nights from £624

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Snowdrop Cottage

Purse Caundle near Milborne Port, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A delightful, thatched cottage resting in Purse Caundle near Milborne Port, Dorset. Woodburning stove. Off-road parking. Enclosed garden. Sherborne 4.8 miles; Yeovil 10.1 miles; Gillingham 10.8 miles. (Ref. 1086641)

7 nights from £471

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6 Oak Falls

Hamworthy, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A superb two-bedroom lodge resting on the popular Rockley Park Haven Site in Hamworthy, Dorset. On-site facilities. Close to amenities. Near a beach. Sandbanks 6.9 miles; Bournemouth 7.7 miles. (Ref. 1084539)

7 nights from £549

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Flat 6 - 5 High East Street

Dorchester, Dorset
  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

A delightful third-floor apartment settled in the heart of Dorchester, Dorset. Open-plan. Romantic. Close to amenities. Charminster 1.7 miles; Weymouth 10.9 miles. (Ref. 1071854)

7 nights from £339

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Black Friday

On Winter & Spring holidays over £600.
Offer ends Monday 29th Nov , 23:59 (GMT).
 Full terms apply.

See terms & voucher code

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Beach View House

Wyke Regis, Dorset
  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. Sea views. Pet-friendly. Electric fire. Weymouth 2.8 miles; Dorchester 10.2 miles. (Ref. 1065700)

7 nights from £555

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Picardy Cottage

Weymouth, Dorset
  • Sleeps8
  • Bedrooms4
  • PetsNo
  • Sykes rating

A contemporary three-storey holiday home settled in the heart of Weymouth, Dorset. Enclosed courtyard. Close to the beach. Pet-free. Dorchester 7.9 miles; Bridport 20.1 miles. (Ref. 1088903)

7 nights from £678

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Beech Tree Cottage

Dorchester, Dorset
  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

A fabulous, semi-detached house resting in Dorchester, Dorset. WiFi. Off-road parking. Family-friendly. Charminster 2.5 miles; Weymouth 8.3 miles; Castletown 13.4 miles. (Ref. 1026443)

7 nights from £534

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Melanie's Cottage

Brewers Quay Harbour, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

This lovely mews-style holiday home rests in a gated community in Brewers Quay Harbour, Weymouth. Allocated parking. WiFi. Close to beach and amenities. Dorchester 8.5 miles; West Lulworth 17.4 miles. (Ref. 1083929)

7 nights from £511

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Clematis House

Charlton Down near Dorchester, Dorset
  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

A charming mid-terrace house resting in Charlton Down, Dorset. Enclosed garden. Private parking. WiFi. Open-plan. Family-friendly. Godmanstone 2.7 miles; Dorchester 3.9 miles; Weymouth 12.9 miles. (Ref. 1076739)

7 nights from £481

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Sandsfoot Loft

Weymouth, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A remarkable, third-floor apartment resting not far from the in the seaside resort of Weymouth. WiFi. Off-road parking. Castletown 4.2 miles; Dorchester 8.7 miles; Bridport 18.8 miles. (Ref. 1088293)

7 nights from £599

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Bayview Apartment

Weymouth, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A period conversion apartment Bayview is located in an upmarket development in a highly desirable area of Weymouth in Dorset. WiFi. (Ref. 1085793)

7 nights from £451

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Black Friday

On Winter & Spring holidays over £600.
Offer ends Monday 29th Nov , 23:59 (GMT).
 Full terms apply.

See terms & voucher code

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Grandview

Weymouth, Dorset
  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A characterful first-floor apartment set on the Dorset coast, within the town of Weymouth. Outstanding sea views. Central location. Family-friendly. Isle of Portland 7 miles; Dorchester 7.2 miles; West Bay 18.1 miles. (Ref. 1049890)

  • 5% off - Fri 26th Nov to 16th Dec 2021

7 nights from £825

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Beside the Sea

Eype, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. Near a beach. Close to amenities. Off-road parking. Lyme Regis 9.9 miles; Ford Abbey 12.2 miles; Weymouth 19.9 miles. (Ref. 1089040)

7 nights from £549

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Lower Butchers Cottage

Weymouth, Dorset
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This stylish ground-floor apartment rests on the outskirts of Weymouth, Dorset. Pet-friendly. Romantic. WiFi. Off-road, secure parking. Dorchester 4.5 miles; Bridport 18.2 miles. (Ref. 1075372)

7 nights from £411

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Blueberry Cottage

Cerne Abbas, Dorset
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A pretty, three-bedroom cottage resting in Cerne Abbas, Dorset. Woodburning stove. Enclosed garden. Close to amenities. Sherborne 11.9 miles, Yeovil 15.2 miles; Weymouth 16.9 miles. (Ref. 1061862)

7 nights from £560

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Cointree

Sturminster Newton, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A contemporary first-floor barn conversion resting in Sturminster Newton, Dorset. Open-plan. Balcony. Views. Blandford Forum 9.6 miles. (Ref. 923041)

7 nights from £391

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Minnow

Wool, Dorset
  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

A delightful, semi-detached cottage resting in Wool, Dorset. Enclosed garden. Close to amenities. Family and pet friendly. East Lulworth 5.4 miles; Wareham 6.3 miles; Weymouth 13.7 miles. (Ref. 1072955)

7 nights from £531

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40 The Ridgeway

Upwey, Dorset
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3

    Good

  • Sykes rating

A gorgeous cottage nestled in the picturesque village of Upwey in Dorset. Woodburning stove. Family-friendly. Smart TV. Dorchester 4 miles; Weymouth 4.8 miles. (Ref. 1072671)

7 nights from £397

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Just show me Dorchester Cottages

If you're looking for somewhere with facilities on hand yet close to amazing countryside, our Dorchester cottages make great contenders. Think elegant architecture, historic sites, thriving culture and excellent shopping.

Dorchester's a fantastic place for browsing. Shoppers will find all kinds of specialist shops, high street names and markets, while museums range from dinosaurs, teddies and Chinese Terracotta Warriors, to Roman artefacts and Tutankhamun. And in between shopping and sightseeing, relish delicious snacks and meals in a wide variety of establishments, from pavement cafes to Michelin-starred restaurants.

When it comes to historic sites, Dorchester features a treasure trove of delights. Don't miss the splendid Roman Town House, the home of infamous 'Hanging' Judge Jeffreys, the huge Iron Age hill fort of Maiden Castle and the Roman amphitheatre at Maumbury Rings.

Thomas Hardy's Wessex a stone's throw from your Dorchester cottage

Dorset's wonderful landscapes have inspired many writers and most of Hardy's novels are based on Dorset; Dorchester is indeed the legendary town of 'Casterbridge'. The Dorset County Museum displays his works, while you can also visit his birthplace Hardy's Cottage and his Victorian villa Max Gate, designed by Hardy and built by his brother. Discover more of his beloved 'Wessex' on foot and stride out from your Dorchester cottage along the Dorchester to Weymouth Trail (10 miles).

To the west of the town centre you'll find Poundbury, Prince Charles' award-winning residential development built in the traditional architectural style of Dorchester and home to a variety of attractions, including a monthly farmers' market.